Potassium Carbonate → (1-methyl-cyclohexyl)-[2-(3-pyrrolidin-1-yl-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanone

Participants

Reaction Steps

A microwave tube was charged with (2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-(1-methyl-cyclohexyl)-methanone (95 mg, 0.29 mmol), 3-pyrrolidino phenylboronic acid (62 mg, 0.32 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloro-palladium(ll) (19 mg, 0.02 mmol), and freshly grounded K2CO3 (102 mg, 0.74 mmol). Dioxane (3 ml) and water (0.7 ml) were added, and the reaction mixture was microwaved at 150° C. for 30 minutes. The reaction mixture was partitioned between EtOAc/water. The organic layers were collected, dried over MgSO4, filtered, and concentrated giving a dark brown solid. The residue was purified by silica gel chromatography using 10-50% EtOAc in hexanes as eluant to provide 70 mg (61%) of (1-methyl-cyclohexyl)-[2-(3-pyrrolidin-1-yl-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanone as a yellow solid. MP 243-245.4° C., M+H=389.

Provenance & Evidence